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Speak with Gaenor in the Temple Courtyard about the small favor he wishes to ask of you. He tells you that he is down on his luck and wants you to give him 50 gold to help him get back on his feet. If you agree, he'll take the 50 and then ask for 100. If you agree, he'll then ask for 100, and then 1000, 10,000, and finally one million. If you attempt to give him more gold than you are carrying, he ask you for ebony and then Daedric weapons and armor. If you don't have the items he wants, he will then get very upset and refuse to speak to you further. If you refuse to give him the gold it will take some convincing to make him realize that you won't give him anything, and then he'll likewise refuse to speak with you. Similarly, if you do actually offer to give him the one million gold (or full suit of Daedric amor) he eventually asks for, he'll get angry and accuse you of mocking him, saying that no one would possibly have that much cash on them.
Regardless of what you do, he will eventually get angry and end the conversation, so to save yourself time and money, it's best to just refuse him from the outset and give him nothing. If you attack him, he will immediately teleport out of the area.
After you speak with him (or attack him), Gaenor will disappear. After two days, he will return to the same spot, this time wearing a complete set of ebony armor and Gaenor's Amulet, and with a grudge. He will decry for you offending him and attack you. Be prepared for the ensuing fight, as he is one of the toughest opponents in the game. He has extremely high Health, tough armor, and a variety of abilities, including very high (~85%) Reflect and Resist Magicka, constant health regeneration, and incredibly high (770) Luck, which makes him very difficult to hit.
These Codes can be used along with the
Journal Console Command and Quest ID given within the chart to update the quest to a certain point.